Book a Photographer in Chicago, Illinois

Our Chicago photography packages start at $325 USD for a 30-minute shoot. View all pricing and packages.

Our packages are based on the length of your shoot and each offer a set guaranteed number of digital photos. We offer global USD pricing so that you can book any of our destinations around the world without worrying about currency conversion or changing package rates.

Absolutely — hiring a professional photographer in Chicago is one of the best ways to turn a great trip into an unforgettable experience. Whether you’re celebrating a honeymoon, anniversary, family vacation, or once-in-a-lifetime adventure, a local Chicago photographer captures the real magic — with stunning, frame-worthy photos you’ll cherish forever.

A local photographer knows the city’s best-kept secrets: iconic landmarks, hidden gems, golden-hour lighting, and crowd-free angles. Plus, they often share local stories and tips on what to see, do, and eat—so you get the insider experience and incredible photos.

So yes, it’s 100% worth it. You won’t just get beautiful pictures, you’ll earn local insights and bring home a treasured memory of your story in Chicago.

👉 Read reviews from travelers who say hiring a professional photographer in Chicago was one of the best decisions of their trip.

We suggest you book at least a week in advance, although we will attempt to accommodate last minute requests (but no promises). The ideal time frame to ensure you get YOUR preferred time/date is at least 4 weeks in advance, especially during peak seasons.

For our surprise proposal packages, we recommend booking at least 2 weeks in advance to ensure you can coordinate with your photographer and plan the perfect surprise.

Flytographer pioneered the global vacation photography category 12 years ago — and we’re still the most trusted name in the game. With over 100,000 happy customers, 35,000+ five-star reviews, and a presence in 350+ cities worldwide, we know how to turn moments into lifelong memories.

We handpick and vet every photographer, hiring less than 3% of applicants to ensure world-class quality. They’re not just skilled behind the lens — they know how to put you at ease fast, make the experience fun, and capture the real magic of your trip

Here’s what makes a Flytographer shoot in Chicago special:

• 📸 Gorgeous, frame-worthy photos — both candid and posed—set against iconic backdrops that capture the story of your time in Chicago, and how it felt to be there
• 🗺️ Insider knowledge of the best spots, hidden gems, and perfect times of day for dreamy light and fewer crowds
• 💁 Local tips and stories along the way, so it feels like a private tour plus a photo shoot
• 🌟 A relaxed, joyful experience where even the most camera-shy travelers feel confident and comfortable
• 💻 A private online gallery of high-res images to download, print, and share forever

✨ No stiff poses. No stress. Just the best souvenir you can bring home.

After booking, you'll receive your Shoot Scoop itinerary with all the essential details for your photoshoot, and be able to connect with your photographer before the shoot day.

On the day of your shoot, meet up with your photographer 10 minutes before to go over your shoot goals.

Within five days after your shoot, you will receive your beautiful gallery in your inbox.

No, we are not set up to photograph Chicago weddings or Chicago elopements, but we do offer the option of a portrait session right before/after the ceremony or the elopement. We will also make wedding photography referrals on special request.

We currently focus exclusively on Chicago photography services. While we don't offer videography at this time, our professional photographers are experts at capturing all your special moments in stunning still images.